CA2438773A1 - Polyurea polymers prepared from polyamine epoxide adduct - Google Patents

Polyurea polymers prepared from polyamine epoxide adduct Download PDF

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Publication number
CA2438773A1
CA2438773A1 CA002438773A CA2438773A CA2438773A1 CA 2438773 A1 CA2438773 A1 CA 2438773A1 CA 002438773 A CA002438773 A CA 002438773A CA 2438773 A CA2438773 A CA 2438773A CA 2438773 A1 CA2438773 A1 CA 2438773A1
Authority
CA
Canada
Prior art keywords
polyamine
adduct
polyurea
prepared
epoxide adduct
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CA002438773A
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French (fr)
Other versions
CA2438773C (en
Inventor
Stuart B. Smith
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Hehr International Inc
Original Assignee
Individual
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of CA2438773A1 publication Critical patent/CA2438773A1/en
Application granted granted Critical
Publication of CA2438773C publication Critical patent/CA2438773C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/64—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
    • C08G18/6415—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63 having nitrogen
    • C08G18/643—Reaction products of epoxy resins with at least equivalent amounts of amines
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/182—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing using pre-adducts of epoxy compounds with curing agents
    • C08G59/184—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing using pre-adducts of epoxy compounds with curing agents with amines
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/02—Polyureas

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Epoxy Resins (AREA)

Abstract

The invention features a polyamine epoxide adduct, prepared by admixing a source of epoxy group with a polyamine, and allowing the epoxy groups to react with the terminal amino groups of the polyamine so as to form the polyamine epoxy adduct. The polyamine epoxide adduct of the invention can be used as a component for preparing a polyurea polymer, thereby providing the resulting polyurea polymer with improved adhesiveness and greater chemical resistance to acidic conditions. Polyurea polymer coatings prepared from polyamine epoxide adducts demonstrate better chemical resistance and adhesion when applied to substrates than do conventionally prepared polyurea formulations.
CA002438773A 2001-02-17 2002-02-19 Polyurea polymers prepared from polyamine epoxide adduct Expired - Fee Related CA2438773C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US26961001P 2001-02-17 2001-02-17
US60/269,610 2001-02-17
PCT/US2002/004649 WO2002068131A1 (en) 2001-02-17 2002-02-19 Polyamine-epoxide adduct and polyurea prepared therefrom

Publications (2)

Publication Number Publication Date
CA2438773A1 true CA2438773A1 (en) 2002-09-06
CA2438773C CA2438773C (en) 2008-12-30

Family

ID=23027971

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002438773A Expired - Fee Related CA2438773C (en) 2001-02-17 2002-02-19 Polyurea polymers prepared from polyamine epoxide adduct

Country Status (3)

Country Link
US (1) US6723821B2 (en)
CA (1) CA2438773C (en)
WO (1) WO2002068131A1 (en)

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US7622541B2 (en) * 2003-01-17 2009-11-24 The United States Of America As Represented By The Secretary Of The Navy Polyurethane coating
US7615604B2 (en) * 2003-01-17 2009-11-10 The United States Of America As Represented By The Secretary Of The Navy Diols formed by ring-opening of epoxies
JP4480374B2 (en) * 2003-09-10 2010-06-16 株式会社Ａｄｅｋａ Acrylic sol composition
US7753616B2 (en) * 2006-12-21 2010-07-13 Greer Robert F System, method and composition for adhering preformed thermoplastic traffic control signage to pavement
ATE517134T1 (en) * 2007-02-06 2011-08-15 Nolax Ag TWO-COMPONENT ADHESIVE
US20090030161A1 (en) 2007-07-27 2009-01-29 Bayer Materialscience Llc Allophanate modified diphenylmethane diisocyanates, prepolymers thereof, and their use in the preparation of polyureas and polyurethanes
US20090099312A1 (en) * 2007-10-15 2009-04-16 Carl Duane Weber Amine terminated tougheners for epoxy resin based adhesives and materials
JP2011521074A (en) * 2008-05-22 2011-07-21 ダウ グローバル テクノロジーズ エル エルエルシー Thermosetting polyurethane containing cis, trans-1,3- and 1,4-cyclohexanedimethylether groups
US7879925B2 (en) * 2008-05-27 2011-02-01 Zephyros, Inc. Composite with natural fibers
ES2511057T3 (en) * 2009-08-27 2014-10-22 Polinvent Kft. Amine-epoxy adducts and their use to prepare polyurea and polyurea-polyurethane coatings
ES2690551T3 (en) 2011-09-02 2018-11-21 Construction Research & Technology Gmbh Polyurethane systems that have slip resistant and adhesion paintability without primer on concrete
RU2608034C2 (en) 2011-09-02 2017-01-12 Констракшн Рисёрч Энд Текнолоджи Гмбх Polyurethane systems having non-sag and paintability
EP2602109A3 (en) 2011-12-06 2013-07-10 Alporit AG Styrene polymer foam compound body
FR3005053B1 (en) * 2013-04-26 2017-12-15 Michelin & Cie POLYUREE USEFUL AS THE PRIMARY OF ADHESION FOR THE BONDING OF METAL HAS RUBBER
FR2997079B1 (en) 2012-10-24 2015-01-23 Michelin & Cie SULFUR POLYAROMATIC POLYAMINE USEFUL FOR POLYUREE SYNTHESIS
JP6330196B2 (en) * 2012-10-24 2018-05-30 コンパニー ゼネラール デ エタブリッスマン ミシュラン Polyurea that is particularly useful as an adhesion primer for bonding metals to rubber
EP2871194B1 (en) 2013-11-12 2016-08-03 nolax AG Dual component adhesive
CN103740247B (en) * 2014-01-07 2015-12-30 海洋化工研究院有限公司 Be applied to marine drilling platform rot-resistant Spray Polyurea Elastomer and preparation method thereof and constructional method
KR101620615B1 (en) * 2014-08-18 2016-05-23 금광기업 주식회사 Method of contructing waterproof sheet with excellent properties
CA2979128C (en) * 2015-03-11 2023-08-08 Basf Se Method for producing compact polyurethanes with improved hydrolytic stability
KR101955675B1 (en) * 2018-04-23 2019-03-07 (주)새론테크 High speed drying polyurea paint composition having excellent watertightness, corrosion resistance and construction method using thereof
EP4267709A1 (en) 2020-12-23 2023-11-01 Ecolab USA Inc. Soil removal on cotton via treatment in the rinse step for enhanced cleaning in the subsequent wash

Family Cites Families (17)

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Publication number Priority date Publication date Assignee Title
DE3703739A1 (en) * 1987-02-07 1988-08-18 Bayer Ag METHOD FOR THE PRODUCTION OF MOLDED BODIES, MIXTURES SUITABLE FOR THEM FROM REACTIONABLE COMPOUNDS TO ISOCYANATE GROUPS AND THE MOLDED BODIES OBTAINED BY THE METHOD
US4940770A (en) * 1988-11-14 1990-07-10 Texaco Chemical Co. Novel compositions from polyoxyalkylene amines and epoxides
CA2020349C (en) 1989-09-05 2001-10-09 Dudley J. Ii Primeaux Aliphatic spray polyurea elastomers
US5266671A (en) 1989-09-25 1993-11-30 Texaco Chemical Co. Spray polyurea elastomers with abrasion resistance
US5124426A (en) 1989-09-26 1992-06-23 Texaco Chemical Company Sprayable polyurea elastomer made from reaction of isocyanate compound with amine terminated polyether and di(methylthio)toluene diamine and diethyltoluene diamine chain extenders
US5162388A (en) 1991-06-04 1992-11-10 Texaco Chemical Company Aliphatic polyurea elastomers
US5218005A (en) 1991-10-16 1993-06-08 Texaco Chemical Company Polyurea elastomers made using polyamine/carbonyl adducts as chain extenders
DE69320827T2 (en) 1992-11-20 1999-01-21 Dow Chemical Co IMPROVED HIGH-TEMPERATURE STABILITY POLYURENE POLYMERS AND METHOD FOR THE PRODUCTION THEREOF
CA2151672C (en) 1994-06-24 2007-05-29 Dudley Joseph Ii Primeaux Preparation of sprayable aliphatic polyurea elastomers having improved properties
US5747552A (en) 1996-04-10 1998-05-05 Hehr International Inc. Radiant energy curable acrylic urethane prepolymer resin compositions and method
US5739240A (en) 1996-04-10 1998-04-14 Hehr International Inc. Modified acrylic urethane prepolymer concentrate and polyester resins containing same
US5741872A (en) 1996-04-10 1998-04-21 Hehr International Inc. Multifunctional polyacrylate-polyurethane oligomer and method
AU724634B2 (en) 1996-04-23 2000-09-28 Hehr International Inc. Modified rigid, foamable urethane composition and method
US5830987A (en) 1997-03-11 1998-11-03 Hehr International Inc. Amino-acrylate polymers and method
US6013755A (en) 1997-03-11 2000-01-11 Huntsman Petrochemical Corporation Method of preparing an aliphatic polyurea spray elastomer system
US5759695A (en) 1997-06-05 1998-06-02 Huntsman Petrochemical Corporation Polyurea elastomer systems with improved adhesion to substrates
US6437078B1 (en) 2001-02-02 2002-08-20 Hehr International Inc. Aliphatic polyurea prepolymers, compositions and methods

Also Published As

Publication number Publication date
WO2002068131A1 (en) 2002-09-06
CA2438773C (en) 2008-12-30
US6723821B2 (en) 2004-04-20
US20020183450A1 (en) 2002-12-05

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